- Automations
- Bill4Time + Docusign
AI-native automation
Connect Bill4Time and Docusign with AI
Pick any two tools and Caddi runs the loop between them end-to-end — no complicated workflow builder, no IT ticket.
- Doesn't break. Caddi reads intent, so when fields move or UIs change, your loop keeps running.
- Screenshare to set up, chat to improve. Show Caddi once on a screenshare. Tweak it later by chat — no workflow builder to re-architect.
SOC 2 attested · Human-in-the-loop · Full audit trail · 70+ tools across legal, finance, and operations


Practical ways to use Bill4Time and Docusign together
- 01
Send envelope from template in Docusign when new time entry in Bill4Time.
Caddi watches Bill4Time for new time entry and send envelope from template in Docusign — no copy-paste, no missed records.
- 02
Create matter in Bill4Time when envelope completed in Docusign.
Caddi watches Docusign for envelope completed and create matter in Bill4Time so the two systems stay in lockstep.
- 03
Send envelope from document in Docusign from Bill4Time events.
When new invoice happens in Bill4Time, Caddi send envelope from document in Docusign with the right context attached.
One continuous loop.
- 01Measure
Caddi watches how the work gets done today.
- 02Create
You screenshare it once. The loop ships.
- 03Improve
Caddi flags upgrades to existing loops and new automations to deploy.
Actions Caddi can take across Bill4Time and Docusign
Bill4TimeNew time entry
Triggers when a timekeeper posts time against a matter.
Bill4TimeNew invoice
Triggers when an invoice is generated for a client.
Bill4TimePayment received
Triggers when a payment is recorded against an invoice.
Bill4TimeCreate matter
Open a new Bill4Time matter with client and billing details.
Bill4TimePost time entry
Record time against a matter and activity code.
Bill4TimeCreate invoice
Generate an invoice for one or more matters.
Bill4TimeAdd expense
Record a billable expense against a matter.
DocusignEnvelope completed
Triggers when all signers complete an envelope.
DocusignEnvelope sent
Triggers when an envelope is sent for signature.
DocusignRecipient signed
Triggers when a single recipient completes signing.
DocusignEnvelope declined
Triggers when a recipient declines an envelope.
DocusignSend envelope from template
Send a pre-built template out for signature with merged fields.
DocusignSend envelope from document
Send an arbitrary document out for signature.
DocusignVoid envelope
Cancel an in-flight envelope with a reason.
DocusignDownload signed PDF
Pull the executed PDF and certificate from a completed envelope.
DocusignMove envelope
Move a completed envelope to a specified folder.
Common questions
How does Caddi connect Bill4Time and Docusign?
Bill4Time and Docusign just run together. All it takes is showing us how you use them — one screenshare, no workflow builder to wire up. Caddi turns the demo into a verified loop and runs it against Bill4Time and Docusign end-to-end.
Do I need engineering help?
No. Whoever does the work today shows it once on a call. Caddi builds the loop. No code, no IT ticket.
Is my data safe?
Yes. Caddi is SOC 2 attested. The AI watches and builds the automation, but once the loop ships it runs deterministically — no model in the loop at runtime.
Can Caddi connect Bill4Time and Docusign to other tools too?
Yes. Most Caddi loops span 3–6 tools. Once the first Bill4Time + Docusign loop is live, Caddi suggests other tools and other workflows to fold in.
How fast can it go live?
Typical first loops ship within a week of the screenshare. The Caddi team reviews every loop before it runs in production.
Ready to automate Bill4Time and Docusign?
Drop your work email and we'll show you Caddi running end-to-end against Bill4Time, Docusign, and the rest of your stack.




